反应 #1121755

ord-b2f796a602804b4988e6a96307d49690

反应方程式

CCOC(=O)CC1=CC(O)CC1=O
2-ethoxycarbonylmethyl-4-hydroxy-2-cyclopenten-1-one
C1=COCCC1
3,4-dihydro-2H-pyran
CCOC(=O)CC1=CC(OC2CCCCO2)CC1=O
2-ethoxycarbonylmethyl-4-tetrahydropyranyloxy-2-cyclopenten-1-one
收率 95.1%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Upon completion of the reaction
  2. 2
    洗涤the reaction mixture was washed with 400 ml of a saturated aqueous sodium bicarbonate solution
  3. 3
    干燥dried over anhydrous magnesium sulfate
  4. 4
    浓缩concentrated

实验过程

100 g of 2-ethoxycarbonylmethyl-4-hydroxy-2-cyclopenten-1-one was dissolved in 1000 ml dichloromethane, and added with 55 g of 3,4-dihydro-2H-pyran and 2 g of p-toluenesulfonic acid monohydrate, and then stirred at room temperature for about 3 hours. Upon completion of the reaction, the reaction mixture was washed with 400 ml of a saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate, and concentrated to obtain 2-ethoxycarbonylmethyl-4-tetrahydropyranyloxy-2-cyclopenten-1-one (138.5 g). 1H-NMR (CDCl3/TMS): δ 7.40-7.68 (m, 1H), 4.70˜5.02 (m, 2H), 4.15 (q, 2H), 3.88 (m, 1H), 3.54 (m,1H), 3.23 (q, 2H), 2.79 (m,1H), 2.37 (m, 1H), 1.77 (m, 2H), 1.55 (m, 4H), 1.25 (t, 3H).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08546114B2uspto-grants-2013_10